Diazocyclopentane | 89416-64-8

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: Diazocyclopentane
• CAS: 89416-64-8
• 化学式: C₅H₈N₂
• 分子量: 96.1319
• InChiKey: BTMRTKMREZMQHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Diazocyclopentane 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 生成 Cyclopentanediazonium
  参考文献：
  名称：

  Δ³-1,3,4-Oxadiazolines:  Photochemical Precursors to Diazoalkanes and sec-Alkanediazonium Ions in Acidic Solution¹

  摘要：

  DOI：

  10.1021/ja962550w
• 作为产物：
  描述：

  cyclopentanone hydrazone 在 lead(IV) acetate 、 1,1,2,3-四甲基胍 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以99%的产率得到Diazocyclopentane
  参考文献：
  名称：

  Advantageous Syntheses of Diazo Compounds by Oxidation of Hydrazones with Lead Tetraacetate in Basic Environments

  摘要：

  Varied sensitive diazo compounds 3 are produced efficiently and safely in 3-6 g quantities by oxidation (eq 1) of hydrazones 1 at -78 degrees C with lead tetraacetate (2) in triethylamine/chloroform, N-methylmorpholine/dimethylformamide, tetramethylguanidine (8)/dimethylformamide, and tetramethylguanidine/methylene chloride, respectively, upon use of appropriate workup and handling techniques. New and improved nonhazardous procedures have been developed for preparing and handling hydrazones 1 from aldehydes and ketones in reactions with excess hydrazine.

  DOI：

  10.1021/jo00120a013

文献信息

• Advantageous Syntheses of Diazo Compounds by Oxidation of Hydrazones with Lead Tetraacetate in Basic Environments
  作者：Terrence L. Holton、Harold Schechter

  DOI：10.1021/jo00120a013

  日期：1995.7

  Varied sensitive diazo compounds 3 are produced efficiently and safely in 3-6 g quantities by oxidation (eq 1) of hydrazones 1 at -78 degrees C with lead tetraacetate (2) in triethylamine/chloroform, N-methylmorpholine/dimethylformamide, tetramethylguanidine (8)/dimethylformamide, and tetramethylguanidine/methylene chloride, respectively, upon use of appropriate workup and handling techniques. New and improved nonhazardous procedures have been developed for preparing and handling hydrazones 1 from aldehydes and ketones in reactions with excess hydrazine.
• Δ³-1,3,4-Oxadiazolines:  Photochemical Precursors to Diazoalkanes and <i>sec</i>-Alkanediazonium Ions in Acidic Solution¹
  作者：John Paul Pezacki、Brian D. Wagner、Calvin S. Q. Lew、John Warkentin、Janusz Lusztyk

  DOI：10.1021/ja962550w

  日期：1997.2.1